CA2029806A1 - Heat-curable coating compositions - Google Patents
Heat-curable coating compositionsInfo
- Publication number
- CA2029806A1 CA2029806A1 CA002029806A CA2029806A CA2029806A1 CA 2029806 A1 CA2029806 A1 CA 2029806A1 CA 002029806 A CA002029806 A CA 002029806A CA 2029806 A CA2029806 A CA 2029806A CA 2029806 A1 CA2029806 A1 CA 2029806A1
- Authority
- CA
- Canada
- Prior art keywords
- groups
- coating compositions
- nco groups
- polyurethane
- aliphatic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/409—Dispersions of polymers of C08G in organic compounds having active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dispersion Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Manufacturing & Machinery (AREA)
- Paints Or Removers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
The present invention relates to heat-curable coating compositions containing A) a prepolymer having an average of 2-4 ketoxime-blocked NCO
groups, having an average molecular weight of 500-15,000 and prepared from aliphatic, cycloaliphatic and aromatic polyisocyanates and one or more polyhydroxy components which contain 0 to 30% by weight of ethylene oxide units and B) a crosslinking agent of the formula (see formula I) wherein R and R1 represent H or C1-C4-alkyl, the ratio of equivalents of blocked NCO groups in A) to NH2 groups in B) being 1.35:1 to 0.95:1, characterized in that at least one of the polyhydroxy compounds used for the preparation of the prepolymer contains, in stable dispersion, a polyurethane, a polyurethane-urea and/or a polyurea, which is substantially free from NCO groups, hydroxyl groups and amino groups and which are synthesized from aromatic, aliphatic and/or cycloaliphatic diisocyanates and from diamines, hydrazine and/or diols, provided that at least one of these components carries a radical having hydrophilic characteristics.
The present invention also relates to the use of these coating compositions in a process for the coating, particularly water vapor-permeable coating, of substrates, preferably textile sheet-like structures and leather,
groups, having an average molecular weight of 500-15,000 and prepared from aliphatic, cycloaliphatic and aromatic polyisocyanates and one or more polyhydroxy components which contain 0 to 30% by weight of ethylene oxide units and B) a crosslinking agent of the formula (see formula I) wherein R and R1 represent H or C1-C4-alkyl, the ratio of equivalents of blocked NCO groups in A) to NH2 groups in B) being 1.35:1 to 0.95:1, characterized in that at least one of the polyhydroxy compounds used for the preparation of the prepolymer contains, in stable dispersion, a polyurethane, a polyurethane-urea and/or a polyurea, which is substantially free from NCO groups, hydroxyl groups and amino groups and which are synthesized from aromatic, aliphatic and/or cycloaliphatic diisocyanates and from diamines, hydrazine and/or diols, provided that at least one of these components carries a radical having hydrophilic characteristics.
The present invention also relates to the use of these coating compositions in a process for the coating, particularly water vapor-permeable coating, of substrates, preferably textile sheet-like structures and leather,
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3939964A DE3939964A1 (en) | 1989-12-02 | 1989-12-02 | HAZARDOUS COATING COMPOSITIONS |
DEP3939964.8 | 1989-12-08 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2029806A1 true CA2029806A1 (en) | 1991-06-09 |
CA2029806C CA2029806C (en) | 2002-02-19 |
Family
ID=6394719
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002029806A Expired - Fee Related CA2029806C (en) | 1989-12-02 | 1990-11-13 | Heat-curable coating compositions |
Country Status (7)
Country | Link |
---|---|
US (1) | US5276125A (en) |
EP (1) | EP0431386B1 (en) |
JP (1) | JPH03190981A (en) |
AT (1) | ATE112295T1 (en) |
CA (1) | CA2029806C (en) |
DE (2) | DE3939964A1 (en) |
ES (1) | ES2059960T3 (en) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4125454A1 (en) * | 1991-08-01 | 1993-02-04 | Bayer Ag | COATING AGENTS AND THEIR USE FOR PRODUCING WATER VAPOR-PERMEABLE COATINGS |
US6143496A (en) * | 1997-04-17 | 2000-11-07 | Cytonix Corporation | Method of sampling, amplifying and quantifying segment of nucleic acid, polymerase chain reaction assembly having nanoliter-sized sample chambers, and method of filling assembly |
US20040132367A1 (en) * | 1999-07-02 | 2004-07-08 | Moshe Rock | Multi-layer garment system |
US6565727B1 (en) * | 1999-01-25 | 2003-05-20 | Nanolytics, Inc. | Actuators for microfluidics without moving parts |
DE19919163A1 (en) * | 1999-04-28 | 2000-11-02 | Bayer Ag | Binders containing isocyanate |
DE10201545A1 (en) * | 2002-01-17 | 2003-07-31 | Bayer Ag | Stabilized aqueous crosslinker dispersions |
US6911132B2 (en) | 2002-09-24 | 2005-06-28 | Duke University | Apparatus for manipulating droplets by electrowetting-based techniques |
US7329545B2 (en) | 2002-09-24 | 2008-02-12 | Duke University | Methods for sampling a liquid flow |
BRPI0607213B1 (en) * | 2005-01-28 | 2017-04-04 | Univ Duke | droplet handling apparatus on a printed circuit board |
JP5174820B2 (en) * | 2006-09-05 | 2013-04-03 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Aqueous composition of sagging inhibitor |
US8268246B2 (en) * | 2007-08-09 | 2012-09-18 | Advanced Liquid Logic Inc | PCB droplet actuator fabrication |
US8772197B2 (en) * | 2007-08-17 | 2014-07-08 | Massachusetts Institute Of Technology | Compositions for chemical and biological defense |
KR101731127B1 (en) * | 2009-02-26 | 2017-04-27 | 우베 고산 가부시키가이샤 | Aqueous polyurethane resin dispersion and method for producing same |
EP2514778B1 (en) * | 2009-09-28 | 2013-10-16 | Coatings Foreign IP Co. LLC | Liquid two-component coating compositions |
DE102011077213A1 (en) * | 2011-06-08 | 2012-12-13 | Bayer Material Science Ag | Polyurethane polymers |
DE102011077200A1 (en) * | 2011-06-08 | 2012-12-13 | Bayer Materialscience Aktiengesellschaft | adhesives |
US9315616B2 (en) | 2011-07-26 | 2016-04-19 | Dow Global Technologies Llc | Blocked prepolymers and acrylic plastisol compositions comprising the blocked prepolymers |
TWI583552B (en) * | 2014-10-23 | 2017-05-21 | Everest Textile Co Ltd | A cloth containing a moisture-permeable low-expansion hydrophilic resin coating and a method thereof Method |
ES2845608T3 (en) * | 2015-03-03 | 2021-07-27 | Evonik Operations Gmbh | Production of porous polyurethane layers |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1220384B (en) * | 1962-03-03 | 1966-07-07 | Bayer Ag | Use of polyurethane crosslinked with sulfur as a leather substitute |
BE630578A (en) * | 1963-04-05 | |||
US3634544A (en) * | 1968-05-01 | 1972-01-11 | Ajinomoto Kk | Process for preparing films of poly-gamma-methyl glutamate modified with polyurethane resin |
DE1949060A1 (en) * | 1968-09-30 | 1970-05-06 | Ajinomoto Kk | Process for the preparation of block copolymers |
JPS54961B1 (en) * | 1969-04-24 | 1979-01-18 | ||
US4108814A (en) * | 1974-09-28 | 1978-08-22 | Bayer Aktiengesellschaft | Aqueous polyurethane dispersions from solvent-free prepolymers using sulfonate diols |
DE2550797C2 (en) * | 1975-11-12 | 1983-02-03 | Bayer Ag, 5090 Leverkusen | Stable dispersions of polyisocyanate polyaddition products, processes for their production and processes for the production of polyurethane plastics |
US4034349A (en) * | 1976-01-29 | 1977-07-05 | Sperry Rand Corporation | Apparatus for processing interrupts in microprocessing systems |
DE2902090A1 (en) * | 1979-01-19 | 1980-07-24 | Bayer Ag | HEAT-CURABLE COATING MEASURES AND METHOD FOR COATING SUBSTRATES |
GB2087909B (en) * | 1980-11-22 | 1984-11-07 | Shirley Inst | Breathable non-porous polyurethane film |
DE3108953A1 (en) * | 1981-03-10 | 1982-09-30 | Herberts Gmbh, 5600 Wuppertal | HEAT-CURABLE COATING MEASURES, THEIR USE AND METHOD FOR COATING SUBSTRATES |
DE3227065A1 (en) * | 1982-07-20 | 1984-01-26 | Bayer Ag, 5090 Leverkusen | MIXED FLEECE |
JPS5936781A (en) * | 1982-08-23 | 1984-02-29 | セイコ−化成株式会社 | Simulated leather |
JPS619423A (en) * | 1984-06-22 | 1986-01-17 | Toyo Tire & Rubber Co Ltd | Polyurethane polymer |
DE3500337A1 (en) * | 1985-01-08 | 1986-07-10 | Bayer Ag, 5090 Leverkusen | STABLE DISPERSIONS OF POLYHANE SUBSTANCES AND / OR POLYHYDRAZODICARBONAMIDES IN HIGHLY MOLECULAR, HYDROXYL COMPOUNDS AT LEAST ONE HYDROXYL GROUP, A METHOD FOR THE PRODUCTION THEREOF AND THEIR PLANT |
DE3522978A1 (en) * | 1985-06-27 | 1987-01-15 | Bayer Ag | METHOD FOR PRODUCING LIGHT-FAST, SOLVENT-RESISTANT POLYURETHANE URBAN ELASTOMER COATINGS IN THE REACTIVE COATING PROCESS |
DE3741538A1 (en) * | 1987-12-08 | 1989-06-22 | Bayer Ag | POLYURETHANE URBS |
DE3800435A1 (en) * | 1988-01-09 | 1989-07-20 | Bayer Ag | METHOD FOR COATING WITH POLYURETHANE UREAS |
-
1989
- 1989-12-02 DE DE3939964A patent/DE3939964A1/en not_active Withdrawn
-
1990
- 1990-11-13 CA CA002029806A patent/CA2029806C/en not_active Expired - Fee Related
- 1990-11-20 ES ES90122135T patent/ES2059960T3/en not_active Expired - Lifetime
- 1990-11-20 EP EP90122135A patent/EP0431386B1/en not_active Expired - Lifetime
- 1990-11-20 DE DE59007333T patent/DE59007333D1/en not_active Expired - Fee Related
- 1990-11-20 AT AT90122135T patent/ATE112295T1/en not_active IP Right Cessation
- 1990-11-21 US US07/616,546 patent/US5276125A/en not_active Expired - Fee Related
- 1990-11-27 JP JP2321384A patent/JPH03190981A/en active Pending
Also Published As
Publication number | Publication date |
---|---|
DE59007333D1 (en) | 1994-11-03 |
EP0431386A2 (en) | 1991-06-12 |
ES2059960T3 (en) | 1994-11-16 |
EP0431386B1 (en) | 1994-09-28 |
CA2029806C (en) | 2002-02-19 |
US5276125A (en) | 1994-01-04 |
DE3939964A1 (en) | 1991-06-06 |
ATE112295T1 (en) | 1994-10-15 |
JPH03190981A (en) | 1991-08-20 |
EP0431386A3 (en) | 1991-08-07 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |